Venture Capital & Investing

Failure Is Normal in VC: Missing a Winner Can Cost More Than Backing a Loser

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Robin’s commentary (as of June 2024; return multiples are approximate statements)

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Collected in Robin Shen’s Field Notes · Content type and attribution are shown above

English translation of the Chinese post originally published 2024-06-14. Translated 2026-11-04 with AI assistance. Historical figures and claims have not been updated or independently verified. 中文原文

Reading guide

Robin argues that investment failures are part of everyday life in venture capital. People often ask why prominent VCs invested in FTX. His personal experience is that missing a good investment can have a much greater impact than making a bad one. In a portfolio of ten equally weighted investments, one failed deal costs 10%; missing a winner could mean forgoing a 10–30x return, or potentially 100–1,000x in the United States. VC is not about maximizing the success rate. That creates intense fear of missing out and a willingness to pay relatively high prices. VCs trust that time favors good companies: Facebook’s shares halved shortly after its IPO, yet it ultimately reached a market capitalization of 1.3 trillion, as the post approximately describes it.

Key points

  • Investment failures are routine in VC and are anticipated when an investment is made.
  • The cost of missing a good deal can far exceed the cost of backing a bad one.
  • VC’s fear of missing out makes investors willing to pay relatively high prices.
  • Time favors good companies: Facebook’s shares halved after its IPO before it later reached a market capitalization of 1.3 trillion, an approximate statement in the post.
Trees at different stages of growth with connected roots on cream paper, suggesting patient cultivation and lasting value.
Venture capital & investmentThematic illustration · AI generated

Full text — English translation

Investment failure is normal in VC. People often ask why well-known VCs invested in a particular deal—for example, FTX, which imploded in November 2022. Of course, the history of VC contains countless other failures. We are always learning and growing through painful lessons. My personal experience is that the impact of ‘missing out’ far exceeds that of ‘investing in the wrong company.’ If a fund has ten equally weighted investments, each represents 10% of the portfolio. Getting one wrong means losing 10%. Missing one could mean forgoing a 10–30x return, or possibly 100–1,000x in the United States. Failure is part of a VC’s everyday work. Investors are prepared for it even when making an investment. Many deals are treated from the outset as part of the denominator, because VC is not about pursuing a high success rate; it may even involve a high failure rate. But VCs fundamentally do not want to miss a good deal. This gives them a fear-of-missing-out mindset—FOMO—and a very severe case of it at that, leading them to invest at prices that are relatively high at the time. Once you understand this FOMO at the heart of VC, it becomes a little easier to see why VCs can commit to some highly valued deals. Even if those valuations may not be accepted in the secondary market, VCs still choose to believe and are willing to wait with more patience than secondary-market investors. Time is a friend to good companies, and time will ultimately do them justice. So although Facebook’s shares halved shortly after its IPO, it eventually reached a market capitalization of 1.3 trillion. We choose to believe. We are willing to wait. We are even willing to take a bet.

These articles are personal notes, book excerpts, and collected reprints. Figures and events reflect the time of the original publication, are not current information, and do not constitute investment advice.

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